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Chemistry Forums for Students => Organic Chemistry Forum => Organic Chemistry Forum for Graduate Students and Professionals => Topic started by: kamiyu on July 10, 2014, 01:56:15 PM

Title: Major side product of Suzuki coupling involving sterically hindered boronic acid
Post by: kamiyu on July 10, 2014, 01:56:15 PM

Recently doing coupling using 2,4,6-trimethylphenylboronic acid. Found to be sluggish and quite a lot of starting material found.

Any suggestion how to improve the yield??? what is the main side reaction???

Title: Re: Major side product of Suzuki coupling involving sterically hindered boronic acid
Post by: Mitch on July 10, 2014, 03:23:17 PM

This might help, Palladium-Catalyzed Cross-Coupling of Sterically Demanding Boronic Acids with α-Bromocarbonyl Compounds (http://pubs.acs.org/doi/abs/10.1021/jo2014998)